Efficient Guest Inclusion by β-Cyclodextrin Attached to the Ends of DNA Oligomers upon Hybridization to Various DNA Conjugates

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• 作者：Akinori Kuzuya ; Toshiyuki Ohnishi ; Tsugutoshi Wasano ; Suguru Nagaoka ; Jun Sumaoka ; Toshihiro Ihara ; Akinori Jyo ; Makoto Komiyama
• 刊名：Bioconjugate Chemistry
• 出版年：2009
• 出版时间：August 19, 2009
• 年：2009
• 卷：20
• 期：8
• 页码：1643-1649
• 全文大小：274K
• 年卷期：v.20,no.8(August 19, 2009)
• ISSN：1520-4812

文摘

Two types of 5′-β-CyD-DNA conjugates were synthesized using two different strategies and were hybridized with cDNA conjugates bearing various possible guest compounds at the 3′ ends. One of the β-CyD conjugates was synthesized on the basis of solid-phase postmodification of DNA with a monoamino-β-CyD derivative on a synthesis column for automated DNA synthesis. The other β-CyD conjugate was synthesized by the solution-phase coupling of DNA with a monomercapto-β-CyD derivative using a heterobifunctional cross-coupling reagent. When these 5′-β-CyD-DNA conjugates were hybridized with cDNA conjugates bearing 1-adamantaneacetic acid at the 3′ ends, significant stabilization of the duplexes was observed as compared with the control duplex without β-CyD. Duplexes of 5′-β-CyD-DNA conjugates and complementary 3′-dansyl-glycine-DNA conjugates were also moderately stabilized. Thermodynamic measurements revealed that the host−guest inclusion interactions between β-CyD and 1-adamantaneacetic acid or dansyl-glycine are roughly as strong as those found in bulk solution even if they are tethered to the ends of the DNA.